Basic information Reaction Safety Supplier Related

(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE

Basic information Reaction Safety Supplier Related

(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE Basic information

Product Name:
(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE
Synonyms:
  • (+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE
  • (+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE, KANATA PURITY
  • (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane,min.98%(S,S)-Ph-BPE
  • 1,2-Bis[(2S,5S)-2,5-diphenyl-1-phospholanyl]ethane, 97+%
  • (S,S)-Ph-BPE,BPE
  • (S,S)-Ph-BPE
  • (+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane, min. 98%
  • (2S,5S,2'S,5'S)-1,1'-ethane-1,2-diylbis(2,5-diphenylphospholane)
CAS:
824395-67-7
MF:
C34H36P2
MW:
506.61
Product Categories:
  • Chiral Phosphine
  • Chiral Catalysts, Ligands, and Reagents
  • DuPhos/BPE
  • Privileged Ligands and Complexes
  • organophosphine ligand
Mol File:
824395-67-7.mol
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(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE Chemical Properties

Melting point:
143-147 °C
alpha 
+182.7° (c 1.0, CH2Cl2)
Boiling point:
654.2±55.0 °C(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Sparingly Soluble (3.2E-5 g/L) (25°C).
form 
solid
color 
white
Sensitive 
Air Sensitive
CAS DataBase Reference
824395-67-7
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Safety Information

WGK Germany 
3
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(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANE Usage And Synthesis

Reaction

  1. Phenyl-BPE exhibits enhanced activity and selectivity over existing members of the BPE ligand family in rhodium catalysed asymmetric hydrogenation.
  2. This ligand is highly efficient for the hydrogenation of N-acyl aryl-enamides.
  3. Molar substrate/catalyst ratios of up to 100,000/1 are achieved with excellent reactivity and enantioselectivity using commercial grade substrates and solvents.
  4. Ligand in the rhodium-catalyzed asymmetric hydroformylation of olefins.
  5. Ligand for asymmetric addition of allyl cyanide to ketones.
  6. Ligand for catalytic enantio- and diastereoselective aldol reaction of thioamides.

Uses

(+)-1,2-Bis((2S,5S)-2,5-diphenylphospholano)ethane is a chiral reagent that is used as a catalyst and also as an enantioselective reagent in synthetic chemistry.

Uses

It is a DuPhos and BPE ligands which are highly efficient privileged ligands. It is a chiral phosphine ligand used in the asymmetric hydrogenation of allylic sulfoxides.

General Description

Chiral Phosphine ligand used in the asymmetric hydrogenation of allylic sulfoxides

Dynamic Kinetic Resolution of Allylic Sulfoxides by Rh-Catalyzed Hydrogenation: A Combined Theoretical and Experimental Mechanistic Study

(+)-1,2-BIS((2S,5S)-2,5-DIPHENYLPHOSPHOLANO)ETHANESupplier

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